37428-50-5

Basic information

• Product Name: (E)-3-iodoprop-2-en-1-ol
• Synonyms: (E)-3-iodoprop-2-en-1-ol;3-Iodo-prop-2-en-1-ol
• CAS NO: 37428-50-5
• Molecular Formula: C₃H₅IO
• Molecular Weight: 183.97567
• Mol File: 37428-50-5.mol
• Article Data: 53

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (E)-3-iodoprop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-iodoprop-2-en-1-ol(37428-50-5)
• EPA Substance Registry System: (E)-3-iodoprop-2-en-1-ol(37428-50-5)

Safety Data

• Hazardous Substances Data: 37428-50-5(Hazardous Substances Data)

Usage

Description

(E)-3-iodoprop-2-en-1-ol, with the molecular formula C3H5IO, is a chemical compound derived from prop-2-en-1-ol, featuring an additional iodine atom attached to the carbon in the third position of the double bond. This highly reactive compound is widely utilized as an intermediate in organic synthesis and holds significance in the fields of medicinal chemistry, pharmaceuticals, and chemical product production.

Uses

Used in Organic Synthesis:
(E)-3-iodoprop-2-en-1-ol is used as an intermediate in organic synthesis for the preparation of various chemicals and pharmaceuticals. Its unique structure and reactivity make it a valuable component in creating a range of compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (E)-3-iodoprop-2-en-1-ol is employed as a reagent, contributing to the development and synthesis of novel pharmaceuticals. Its properties allow for the creation of new drug candidates with potential therapeutic applications.
Used in Chemical Product Production:
(E)-3-iodoprop-2-en-1-ol is also utilized in the production of certain chemical products, highlighting its versatility and importance in the chemical industry.
Used in Research:
(E)-3-iodoprop-2-en-1-ol serves as a research reagent, aiding scientists in understanding various chemical reactions and mechanisms, which can lead to advancements in related fields.
It is crucial to handle (E)-3-iodoprop-2-en-1-ol with care due to its potential reactivity and toxicity, ensuring safety in both laboratory and industrial settings.

Upstream product

• 6213-88-3 3-iodoacrylic acid methyl ester 
• 1725-82-2 3-iodo-2-propyn-1-ol 
• 6214-23-9 methyl (2Z)-3-iodoprop-2-enoate 
• 107-19-7 propargyl alcohol 
• 31930-36-6 ethyl (Z)-3-iodopropenoate 
• 151502-81-7 cis-3-dimethyl(1,1-dimethylethyl)silyloxy-1-iodo-1-propene 
• 1191-15-7 diisobutylaluminium hydride 
• 31930-36-6 ethyl (E)-3-iodopropenoate 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 82994-41-0 (E)-3-(tri-n-butylstannyl)-2-propen-1-ol 
• 6372-02-7 (E)-3-iodoacrylic acid 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 497-23-4 2-buten-4-olide 
• 129593-48-2 (Z)-5-phenyl-2-penten-4-yn-1-ol 
• 1197011-09-8 (Z)-1-iodo-3-(4-methoxybenzyloxy)-1-propene 
• 313227-83-7 N-[(2Z)-3-iodo-2-propenyl]-p-toluenesulfonamide 
• 87832-31-3 (Z)-1-hydroxypenta-2,4-diene 
• 97514-97-1 (E)-5-trimethylsilanylpent-2-en-4-yn-1-ol 
• 91060-73-0 (E)-2-decen-4,6-diyn-1-ol 
• 499158-38-2 4-Methoxy-benzoic acid (E)-3-iodo-allyl ester 
• 35042-52-5 (E)-2-penten-4-yn-1-ol 
• 7199-99-7 7-hydroxy-1-phenyl-hept-5E-ene-1,3-diyne 
• 1647100-84-2 (E)-tert-butyl (3-iodoallyl)(tosyl)carbamate 
• 1042150-46-8 (E)-1-(((3-iodoallyl)oxy)methyl)-4-methoxybenzene 

Relevant articles and documents

Stereoselective stille coupling of enantiopure haloallenes and alkenylstannanes for the synthesis of allenyl carotenoids. Experimental and computational studies

(Chemical Equation Presented) The stereoselectivity of the Stille cross-coupling of chiral enantiopure haloallenes and alkenylstannanes en route to allenic carotenoids is shown to depend on the nature of the halogen and palladium catalyst as well as on th

Tetraquinane diterpenoids: Total synthesis of (±)-crinipellin B

The total synthesis of (±)-crinipellin B (4), via a 22-step sequence of reactions starting from 2-methylcyclopent-2-en-1-one (7), is described. Three distinctly different five-membered annulation sequences (7 → 11, Scheme 1; 11 → 15, Scheme 2; 19 → 30, Scheme 4) played pivotal roles in the synthetic pathway. The constitution and relative configuration of a key synthetic intermediate, compound 32, was confirmed by an X-ray crystallographic study.

Stereocontrolled synthesis of lissoclinolide by sequential transition metal-catalyzed lactonization / cross-coupling reactions

Lissoclinolide, 1, which is an antibiotic butenolide isolated from a Tunicate, has been synthesized stereoselectively by a reaction sequence in which the Ag(I)-catalyzed lactonization of (2E,6E)-2-bromo-8-hydroxy-2,6- octadien-4-ynoic acid, (E,E)-13, and the Pd/Cu-catalyzed cross-coupling reaction of so obtained (Z)-2-bromo-5-[(E)-4-hydroxy-2-butenylidene]-5H- furan-2-one, (Z,E)-14, with (E)-3-hydroxy-1-propenyltributylstannane, 15, have been used as the key steps.

Synthesis, radiolabeling, and preliminary in vivo evaluation of [68ga] ipcat-nota as an imaging agent for dopamine transporter

Introduction: Novel radiotracer development for imaging dopamine transporters is a subject of interest because although [99mTc]TRODAT-1, [123I]β-CIT, and [123I]FP-CIT are commercially available;99Mo/99mTc generator is in short supply and123I production is highly dependent on compact cyclotron. Therefore, we designed a novel positron emission tomography (PET) tracer based on a tropane derivative through C-2 modification to conjugate NOTA for chelating68Ga, a radioisotope derived from a68Ge/68Ga generator. Methods: IPCAT-NOTA 22 was synthesized and labeled with [68Ga]GaCl4 ? at room tem-perature. Biological studies on serum stability, LogP, and in vitro autoradiography (binding assay and competitive assay) were performed. Furthermore, ex vivo autoradiography, biodis-tribution, and dynamic PET imaging studies were performed in Sprague Dawley rats. Results: [68Ga]IPCAT-NOTA 24 obtained had a radiochemical yield of ≥90% and a specific activity of 4.25 MBq/nmol. [68Ga]IPCAT-NOTA 24 of 85% radiochemical purity (RCP%) was stable at 37°C for up to 60 minutes in serum with a lipophilicity of 0.88. The specific binding ratio (SBR%) reached 15.8 ± 6.7 at 60 minutes, and the 85% specific uptake could be blocked through co-injection at 100-and 1000-fold of the cold precursor in in vitro binding studies. Tissue regional distribution studies in rats with [68Ga]IPCAT-NOTA 24 showed striatal uptake (0.02% at 5 minutes and 0.007% at 60 minutes) with SBR% of 6%, 25%, and 62% at 5–15, 30–40, and 60–70 minutes, respectively, in NanoPET studies. The RCP% of [68Ga]IPCAT-NOTA 24 at 30 minutes in vivo remained 67.65%. Conclusion: Data described here provide new information on the design of PET probe of conjugate/pendent approach for DAT imaging. Another chelator or another direct method of intracranial injection must be used to prove the relation between [68Ga]IPCAT-NOTA 24 uptake and transporter localization.

Palladium-catalysed regio- And stereoselective arylative substitution of γ,δ-epoxy-α,β-unsaturated esters and amides by sodium tetraaryl borates

Palladium-catalysed reactions of γ,δ-epoxy-α,β-unsaturated esters and amides with NaBAr4 reagents proceeded regio- and stereoselectively, producing allylic homoallyl alcohols with aryl-substituents in the allylic position for a wide range of substrates. A